HCID 21839617, compound → HCID 86747605, compound

Participants

Reaction Steps

4-Bromo-1-butene (20.8 ml, 203.3 mMol) is reacted with catecholborane (24,4 g, 203,3 mMol) at 100° C. over 16 hr. The crude product is distilled in vacuo to give 4-bromo-butane-1-boronate as a white crystalline compound. (+)-Pinanediol (27.7 g, 163 mMol) is dissolved in THF and the above synthesized 4-bromo-butane-1-boronate (41.6 g, 163 mMol) is added. After 1 hr at room temperature, the THF is removed in vacuo and the residue is purified by flash chromatrography (90:10 hexane/EtOAc) to give (+)-pinanediol-4-bromo-butane-1-boronate as a colourless oil.

Provenance & Evidence